DE2642414C3 - Verfahren zur Gewinnung von hochreinen Harzsäuren, Fettsäuren und Sterinen - Google Patents
Verfahren zur Gewinnung von hochreinen Harzsäuren, Fettsäuren und SterinenInfo
- Publication number
- DE2642414C3 DE2642414C3 DE2642414A DE2642414A DE2642414C3 DE 2642414 C3 DE2642414 C3 DE 2642414C3 DE 2642414 A DE2642414 A DE 2642414A DE 2642414 A DE2642414 A DE 2642414A DE 2642414 C3 DE2642414 C3 DE 2642414C3
- Authority
- DE
- Germany
- Prior art keywords
- fatty acids
- tall oil
- acids
- soap
- resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000004665 fatty acids Chemical class 0.000 title claims description 144
- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 143
- 239000000194 fatty acid Substances 0.000 title claims description 143
- 229930195729 fatty acid Natural products 0.000 title claims description 143
- 239000002253 acid Substances 0.000 title claims description 137
- 239000011347 resin Substances 0.000 title claims description 113
- 229920005989 resin Polymers 0.000 title claims description 113
- 150000007513 acids Chemical class 0.000 title claims description 108
- 238000000034 method Methods 0.000 title claims description 66
- 230000008569 process Effects 0.000 title claims description 35
- 229930182558 Sterol Natural products 0.000 title claims description 19
- 235000003702 sterols Nutrition 0.000 title claims description 19
- 150000003432 sterols Chemical class 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title claims description 17
- 239000003784 tall oil Substances 0.000 claims description 152
- 239000000344 soap Substances 0.000 claims description 130
- 238000004821 distillation Methods 0.000 claims description 51
- 239000010409 thin film Substances 0.000 claims description 35
- 238000007127 saponification reaction Methods 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 238000000354 decomposition reaction Methods 0.000 claims description 21
- 150000002148 esters Chemical group 0.000 claims description 15
- 238000002844 melting Methods 0.000 claims description 15
- 230000008018 melting Effects 0.000 claims description 15
- 239000003513 alkali Substances 0.000 claims description 14
- 238000007323 disproportionation reaction Methods 0.000 claims description 14
- 238000001704 evaporation Methods 0.000 claims description 13
- 230000008020 evaporation Effects 0.000 claims description 13
- 239000003054 catalyst Substances 0.000 claims description 10
- 238000006317 isomerization reaction Methods 0.000 claims description 9
- 238000000605 extraction Methods 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000012545 processing Methods 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000005201 scrubbing Methods 0.000 claims 1
- 239000003760 tallow Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 86
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 30
- 241000196324 Embryophyta Species 0.000 description 27
- 239000000126 substance Substances 0.000 description 26
- 239000000463 material Substances 0.000 description 25
- 239000000203 mixture Substances 0.000 description 25
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 18
- 229950005143 sitosterol Drugs 0.000 description 17
- 230000000052 comparative effect Effects 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 16
- 238000011282 treatment Methods 0.000 description 15
- 239000000061 acid fraction Substances 0.000 description 12
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 10
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- KZJWDPNRJALLNS-VPUBHVLGSA-N (-)-beta-Sitosterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3[C@H]([C@H]4[C@@](C)([C@H]([C@H](CC[C@@H](C(C)C)CC)C)CC4)CC3)CC=2)CC1 KZJWDPNRJALLNS-VPUBHVLGSA-N 0.000 description 9
- CSVWWLUMXNHWSU-UHFFFAOYSA-N (22E)-(24xi)-24-ethyl-5alpha-cholest-22-en-3beta-ol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(CC)C(C)C)C1(C)CC2 CSVWWLUMXNHWSU-UHFFFAOYSA-N 0.000 description 9
- KLEXDBGYSOIREE-UHFFFAOYSA-N 24xi-n-propylcholesterol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CCC)C(C)C)C1(C)CC2 KLEXDBGYSOIREE-UHFFFAOYSA-N 0.000 description 9
- LPZCCMIISIBREI-MTFRKTCUSA-N Citrostadienol Natural products CC=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C LPZCCMIISIBREI-MTFRKTCUSA-N 0.000 description 9
- ARVGMISWLZPBCH-UHFFFAOYSA-N Dehydro-beta-sitosterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)CCC(CC)C(C)C)CCC33)C)C3=CC=C21 ARVGMISWLZPBCH-UHFFFAOYSA-N 0.000 description 9
- MJVXAPPOFPTTCA-UHFFFAOYSA-N beta-Sistosterol Natural products CCC(CCC(C)C1CCC2C3CC=C4C(C)C(O)CCC4(C)C3CCC12C)C(C)C MJVXAPPOFPTTCA-UHFFFAOYSA-N 0.000 description 9
- 235000015500 sitosterol Nutrition 0.000 description 9
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 description 9
- 238000011084 recovery Methods 0.000 description 8
- 238000000926 separation method Methods 0.000 description 8
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 8
- 239000000843 powder Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 6
- 235000020778 linoleic acid Nutrition 0.000 description 6
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- 238000010586 diagram Methods 0.000 description 5
- 150000007522 mineralic acids Chemical class 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- 239000008149 soap solution Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 4
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 241000305776 Rynchops Species 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000005194 fractionation Methods 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 3
- 235000011613 Pinus brutia Nutrition 0.000 description 3
- 241000018646 Pinus brutia Species 0.000 description 3
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 239000002655 kraft paper Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- 235000007586 terpenes Nutrition 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- -1 Fatty acids and sterols Chemical class 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000007667 floating Methods 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 244000248349 Citrus limon Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 241000218631 Coniferophyta Species 0.000 description 1
- 235000002673 Dioscorea communis Nutrition 0.000 description 1
- 241000544230 Dioscorea communis Species 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000272168 Laridae Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000035753 Periorbital contusion Diseases 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229940076810 beta sitosterol Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229940095696 soap product Drugs 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011122 softwood Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B13/00—Recovery of fats, fatty oils or fatty acids from waste materials
- C11B13/005—Recovery of fats, fatty oils or fatty acids from waste materials of residues of the fabrication of wood-cellulose (in particular tall-oil)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/74—Recovery of fats, fatty oils, fatty acids or other fatty substances, e.g. lanolin or waxes
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11449275A JPS5239613A (en) | 1975-09-22 | 1975-09-22 | Process for recovery of high purity fatty acid and/or resin acid and s terols |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2642414A1 DE2642414A1 (de) | 1977-04-07 |
| DE2642414B2 DE2642414B2 (de) | 1981-04-23 |
| DE2642414C3 true DE2642414C3 (de) | 1982-03-11 |
Family
ID=14639103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2642414A Expired DE2642414C3 (de) | 1975-09-22 | 1976-09-21 | Verfahren zur Gewinnung von hochreinen Harzsäuren, Fettsäuren und Sterinen |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4076700A (enExample) |
| JP (1) | JPS5239613A (enExample) |
| CA (1) | CA1050967A (enExample) |
| DE (1) | DE2642414C3 (enExample) |
| GB (1) | GB1536957A (enExample) |
| SE (1) | SE429445B (enExample) |
| SU (1) | SU873891A3 (enExample) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3322535A1 (de) * | 1983-06-23 | 1985-01-10 | Henkel KGaA, 4000 Düsseldorf | Verbessertes verfahren zur schonenden destillation von fettsaeuren |
| JPS61164931U (enExample) * | 1985-04-02 | 1986-10-13 | ||
| US5097012A (en) * | 1990-01-23 | 1992-03-17 | Clemson University | Solvent extraction of fatty acid stream with liquid water and elevated temperatures and pressures |
| GB9219693D0 (en) * | 1992-09-17 | 1992-10-28 | Courtaulds Plc | Forming solutions |
| US5582692A (en) * | 1994-10-07 | 1996-12-10 | Artisan Industries, Inc. | Method for the purification of vitamin E |
| US5559206A (en) * | 1995-03-01 | 1996-09-24 | Arizona Chemical Company | Partially esterified rosin based resins |
| US20040024175A1 (en) * | 1998-02-10 | 2004-02-05 | Alfred Wong | Method for the preparation of phytosterols from tall oil pitch |
| CA2230373A1 (en) * | 1998-02-20 | 1999-08-20 | Forbes Medi-Tech Inc. | Method for the preparation of phytosterols from tall oil pitch |
| US20050107582A1 (en) * | 2003-07-30 | 2005-05-19 | Alfred Wong | Method for the preparation of phytosterols from tall oil pitch |
| US6297353B1 (en) * | 1998-04-22 | 2001-10-02 | Harting, S.A. | Process for obtaining unsaponifiable compounds from black-liquor soaps, tall oil and their by-products |
| US6107456A (en) * | 1998-08-31 | 2000-08-22 | Arizona Chemical Corporation | Method for separating sterols from tall oil |
| US7371876B2 (en) * | 1999-04-27 | 2008-05-13 | Sterol Technologies Ltd. | Process for the purification of sterols from hydrocarbon extracts using evaporative fractionation |
| EP1389622A3 (en) * | 1999-04-27 | 2004-12-15 | Sterol Technologies Ltd. | Process for the purification of sterols from hydrocarborn extracts using evaporative fractionation |
| NZ515158A (en) * | 1999-04-27 | 2003-06-30 | Sterol Technologies Ltd | Process for the purification of sterols from hydrocarbon extracts using evaporative fractionation |
| DE60020914T2 (de) | 1999-09-03 | 2005-12-01 | Cabby Business Inc., Road Town | Effizientes Verfahren zur Herstellung sehr reiner Sterinen |
| US6160143A (en) * | 2000-02-18 | 2000-12-12 | Artisan Industries Inc. | Method for the concentration and separation of sterols |
| US6623604B1 (en) | 2000-06-05 | 2003-09-23 | Cognis Corporation | Method of recovering free fatty acids having low ester content and high acid value |
| EP1586624B1 (en) * | 2004-02-06 | 2013-04-03 | Härting Glade, Thomas Francis | Process of refinement of crude tall oil using short path distillation |
| EP1568760A1 (en) * | 2004-02-06 | 2005-08-31 | Härting Glade, Thomas Francis | Process for refinig a raw material comprising black liquor soap, crude tall oil or tall oil pitch |
| US20060097006A1 (en) * | 2005-10-11 | 2006-05-11 | Erie County Plastics Corporation | Pour spout fitment with internal cut off |
| FI20070137A0 (fi) * | 2007-02-15 | 2007-02-15 | Raisio Benecol Oy | Menetelmä rasvahappojen, hartsihappojen ja sterolien eristämiseksi mäntyöljypiestä |
| RU2336299C1 (ru) * | 2007-03-07 | 2008-10-20 | Государственное научное учреждение "Всероссийский научно-исследовательский институт жиров" Российской академии сельскохозяйственных наук (ВНИИЖ) | Способ получения смеси высших жирных кислот |
| FI20070554A0 (fi) * | 2007-07-18 | 2007-07-18 | Raisio Benecol Oy | Uusi valmistusmenetelmä |
| FI20080174A0 (fi) | 2008-02-29 | 2008-02-29 | Raisio Nutrition Ltd | Menetelmä sterolien ja happojen erottamiseksi mäntyöljypiestä |
| JP5584199B2 (ja) * | 2008-04-21 | 2014-09-03 | サンパイン アーベー | ディーゼルの範囲にある燃料組成物用の未精製トール油の再生可能原料への転化 |
| FI20106252A0 (fi) | 2010-11-26 | 2010-11-26 | Upm Kymmene Corp | Menetelmä ja systeemi polttoainekomponenttien valmistamiseksi |
| FI127206B2 (en) | 2012-04-18 | 2021-08-31 | Upm Kymmene Corp | Process for producing biofuel and biofuel components |
| FI124101B (en) * | 2012-05-14 | 2014-03-14 | Hankkija Maatalous Oy | Modified tall oil fatty acid |
| FI124918B (fi) | 2013-05-14 | 2015-03-31 | Hankkija Maatalous Oy | Mäntyöljyrasvahappo |
| FI125051B (fi) | 2013-10-24 | 2015-05-15 | Hankkija Oy | Mäntyöljyrasvahappo |
| HUE050907T2 (hu) | 2013-11-13 | 2021-01-28 | Hankkija Oy | Gyantasavakat tartalmazó takarmány-kiegészítõ |
| WO2016161032A1 (en) * | 2015-03-31 | 2016-10-06 | Georgia-Pacific Chemicals Llc | Collectors containing oligomeric acids and rosin oils and methods for making and using same |
| US11034914B2 (en) | 2018-05-01 | 2021-06-15 | Kraton Polymers Llc | Desulfurized black liquor soap compositions and processes for producing |
| FI128591B (en) * | 2018-07-13 | 2020-08-31 | Neste Oyj | Fractionation of biomass-based material |
| FI130495B (en) * | 2022-06-15 | 2023-10-09 | Upm Kymmene Corp | Process for refining crude tall oil |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA498717A (en) * | 1953-12-29 | Segesseman Ernest | Tall oil treatment | |
| US2309483A (en) * | 1940-12-06 | 1943-01-26 | Colgate Palmolive Peet Co | Organic material and the preparation thereof |
| US2475361A (en) * | 1946-03-06 | 1949-07-05 | Benjamin Clayton | Process of treating waste pulp liquors |
| US2481356A (en) * | 1948-04-20 | 1949-09-06 | Segessemann Ernest | Tall oil treatment |
| US2894880A (en) * | 1955-09-12 | 1959-07-14 | Heyden Newport Chemical Corp | Method of fractionating tall oil into fatty acids and rosin acid products |
| US3377334A (en) * | 1966-09-16 | 1968-04-09 | Arizona Chem | Disproportionation of rosin |
| AT274743B (de) * | 1967-09-28 | 1969-09-25 | Krems Chemie Gmbh | Verfahren und Vorrichtung zur kontinuierlichen Fraktionierung von Tallöl oder andern organischen Mehrstoffgemischen |
| JPS5512080B2 (enExample) * | 1973-09-18 | 1980-03-29 |
-
1975
- 1975-09-22 JP JP11449275A patent/JPS5239613A/ja active Granted
-
1976
- 1976-09-16 US US05/723,996 patent/US4076700A/en not_active Expired - Lifetime
- 1976-09-21 CA CA261,727A patent/CA1050967A/en not_active Expired
- 1976-09-21 DE DE2642414A patent/DE2642414C3/de not_active Expired
- 1976-09-21 SE SE7610448A patent/SE429445B/xx unknown
- 1976-09-22 GB GB3933076A patent/GB1536957A/en not_active Expired
- 1976-09-22 SU SU762403405A patent/SU873891A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| CA1050967A (en) | 1979-03-20 |
| SU873891A3 (ru) | 1981-10-15 |
| JPS5239613A (en) | 1977-03-28 |
| SE429445B (sv) | 1983-09-05 |
| SE7610448L (sv) | 1977-03-23 |
| DE2642414B2 (de) | 1981-04-23 |
| JPS5544120B2 (enExample) | 1980-11-10 |
| US4076700A (en) | 1978-02-28 |
| DE2642414A1 (de) | 1977-04-07 |
| GB1536957A (en) | 1978-12-29 |
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| OF | Willingness to grant licences before publication of examined application | ||
| C3 | Grant after two publication steps (3rd publication) | ||
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